Compare Florida Keys Houseboat Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Houseboats in Florida Keys

Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $249 per night from Jun 10 to Jun 11
    $249
    per night
    Jun 10 - Jun 11
    8.8/10 Excellent! (1,009 reviews)
    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd, Marathon, FL
    The price is $339 per night from Jun 16 to Jun 17
    $339
    per night
    Jun 16 - Jun 17
    7.8/10 Good! (1,007 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL
    The price is $323 per night from Jun 10 to Jun 11
    $323
    per night
    Jun 10 - Jun 11
    8.6/10 Excellent! (1,009 reviews)

Houseboats

Book a houseboat in Florida Keys
Take command of your next vacation…by taking the helm of a houseboat! Why debate over whether to stay home or go to the coast? A Florida Keys houseboat rental lets you do both. It’s especially ideal if you’re traveling with a bunch of people, whether it’s family or friends, because it blends all the comfort of a “staycation” at home with adventure on the high seas. When you book through Orbitz, you’ll have everything you need to captain your new vacation home.

Florida Keys houseboat vacations for everyone
Gather everyone you know, because most houseboats can sleep over 10 people while maintaining a cozy, small-house feel—without feeling cramped. There are showers and kitchens on almost every house boat, and some vessels come with hot tubs, wet bars and multiple TVs. Take your houseboat out to a particular spot in the water, or kick off a proper Florida Keys adventure and travel from port to port. Your on-board crew will be so impressed with this unique vacation, they’ll probably start calling you “Skipper.” 

They’ll be even more impressed with the luxury house boats that are available. Think stunning décor, gorgeous artwork and even fireplaces for cool evenings on the water. Some even have glass bottoms so you can look right into the water beneath you.

When you want to give your sea legs a break, come ashore and do some sightseeing in Florida Keys. Snap up a meal at one of the local restaurants, or do a little grocery shopping so you can cook once you’re back on the water. And don’t forget to look into fishing permits—there’s nothing like cooking up fresh-caught fish to really complete your houseboat experience. 

Florida Keys Houseboats essential information

Accommodation
9 Houseboats
Lowest Price
$151
Highest Price
$339
Popular accommodation
Yacht Haven Marina, Viking Yacht Getaway in the Keys, 34’ Catamaran Sailboat, Lady Blue Yacht in FL KEYS, Nature Retreat Sailboat Escape, ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???, CheCheboat, The Real Liveaboard Experience. Lets go cruising!, Dream Lady